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$43+ Cheap flights from Pennsylvania to Chicago (CHI)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/25. Fares are subject to change and may not be available on all flights or dates of travel.
PHL — CHI
Nov 25 — Dec 21
Mon 11/25
Mon 12/2
1 adult, Economy
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Cheap flight deals from Pennsylvania to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Pennsylvania (USPA) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated November 20, 2024.

Find flight deals from Pennsylvania to Chicago

Cheapest flights from Pennsylvania to Chicago
Explore the most affordable flight options available from Pennsylvania to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 20, 2024.

This Cheapflightsfares deal was found by Cheapflights users on 11/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/610:19 pmPHL - ORD
Nonstop2h 28mFrontier
Mon 12/94:58 pmORD - PHL
Nonstop2h 07mFrontier
Deal found 11/20$77
This Kiwi.com deal was found by Cheapflights users on 11/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/38:29 pmLGA - ORD
Nonstop2h 37mSpirit Airlines
Wed 12/114:19 pmORD - LGA
Nonstop2h 05mSpirit Airlines
Deal found 11/20$113
This Flightnetwork deal was found by Cheapflights users on 11/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/511:19 amJFK - MDW
1 stop25h 22mFrontier
Mon 12/95:01 amMDW - JFK
1 stop28h 15mFrontier
Deal found 11/20$115
This CheapOair deal was found by Cheapflights users on 11/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/45:59 pmLGA - ORD
1 stop15h 25mMultiple Airlines
Tue 12/108:02 pmORD - LGA
1 stop13h 58mMultiple Airlines
Deal found 11/19$115
This Mytrip deal was found by Cheapflights users on 11/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/55:59 pmLGA - ORD
1 stop16h 55mFrontier
Mon 12/910:59 amORD - LGA
1 stop29h 01mFrontier
Deal found 11/19$116
This Kiwi.com deal was found by Cheapflights users on 11/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/610:55 pmEWR - ORD
Nonstop2h 39mSpirit Airlines
Mon 12/96:42 pmORD - EWR
Nonstop2h 18mSpirit Airlines
Deal found 11/19$117
This Booking.com deal was found by Cheapflights users on 11/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/43:00 pmJFK - ORD
1 stop18h 24mFrontier
Mon 12/166:07 pmORD - JFK
1 stop18h 52mFrontier
Deal found 11/19$118
This Kiwi.com deal was found by Cheapflights users on 11/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/610:19 pmPHL - ORD
Nonstop2h 28mMultiple Airlines
Tue 12/109:58 amORD - PHL
1 stop10h 49mMultiple Airlines
Deal found 11/19$123
This eDestinos deal was found by Cheapflights users on 11/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/510:55 pmEWR - ORD
Nonstop2h 39mMultiple Airlines
Mon 12/93:25 pmORD - EWR
1 stop20h 35mMultiple Airlines
Deal found 11/19$124
This Flightnetwork deal was found by Cheapflights users on 11/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/510:59 amLGA - MDW
1 stop7h 19mFrontier
Mon 12/911:33 amMDW - LGA
1 stop28h 27mFrontier
Deal found 11/19$132
This Trip.com deal was found by Cheapflights users on 11/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/67:00 amDCA - ORD
1 stop18h 35mFrontier
Sun 12/87:25 amORD - DCA
1 stop27h 36mFrontier
Deal found 11/19$144
This JetBlue deal was found by Cheapflights users on 11/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/47:29 amJFK - ORD
Nonstop2h 55mJetBlue
Fri 1/105:05 pmORD - JFK
Nonstop2h 26mJetBlue
Deal found 11/20$147

Find flights from Pennsylvania to Chicago within your budget

Customize your flight search to find flights from Pennsylvania to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,629,791 searches. Data last updated November 20, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

PhiladelphiaChicago

PHL - ORD

PHLORD

Philadelphia

Fri 12/6

10:19 pm-11:47 pm

Nonstop2h 28m

Chicago O'Hare Intl

Fri 12/13

6:07 pm-9:14 pm

Nonstop2h 07m

$77

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Tue 12/31

9:05 pm-10:43 pm

Nonstop2h 38m

Chicago O'Hare Intl

Thu 1/2

4:45 pm-8:00 pm

Nonstop2h 15m

$113

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Wed 1/8

3:00 pm-9:29 am

1 stop19h 29m

Chicago O'Hare Intl

Mon 1/13

3:25 pm-10:03 am

1 stop17h 38m

$114

New YorkChicago

JFK - MDW

JFKMDW

New York John F Kennedy Intl

Sat 1/18

11:04 am-3:21 pm

1 stop29h 17m

Chicago Midway

Mon 1/20

7:15 am-10:05 am

1 stop25h 50m

$114

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Wed 12/4

5:59 pm-8:24 am

1 stop15h 25m

Chicago O'Hare Intl

Tue 1/7

3:00 pm-10:00 pm

1 stop6h 00m

$114

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Tue 1/7

5:30 am-2:36 pm

1 stop10h 06m

Chicago O'Hare Intl

Tue 1/14

3:00 pm-10:00 pm

1 stop6h 00m

$115

NewarkChicago

EWR - ORD

EWRORD

Newark

Mon 1/6

5:35 pm-7:19 pm

Nonstop2h 44m

Chicago O'Hare Intl

Sat 1/11

5:05 am-9:03 am

Nonstop2h 58m

$117

NewarkChicago

EWR - ORD

EWRORD

Newark

Sun 1/12

10:00 pm-7:40 am

1 stop10h 40m

Chicago O'Hare Intl

Wed 1/15

12:42 pm-9:10 pm

1 stop7h 28m

$118

PhiladelphiaChicago

PHL - ORD

PHLORD

Philadelphia

Fri 12/6

10:19 pm-11:47 pm

Nonstop2h 28m

Chicago O'Hare Intl

Tue 12/10

9:58 am-9:47 pm

1 stop10h 49m

$123

New YorkChicago

LGA - MDW

LGAMDW

New York LaGuardia

Tue 2/4

10:59 am-4:16 pm

1 stop6h 17m

Chicago Midway

Fri 2/7

6:40 am-3:10 pm

1 stop7h 30m

$123

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/20

Showing 1-10 of 60 results
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Best time to book a flight from Pennsylvania to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Pennsylvania with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Travel insights for flights from Pennsylvania to Chicago

Get recent, data-driven insights about flights from Pennsylvania to Chicago including ideal travel times, pricing trends, and more.

What is the cheapest month to book a flight from Pennsylvania to Chicago?

Currently, September is the cheapest month in which you can book a flight from Pennsylvania to Chicago (average of $232). Flying from Pennsylvania to Chicago in June is currently the most expensive (average of $308). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from PA to CHI?

Find hourly flight availability from Pennsylvania to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 20, 2024.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Pennsylvania to Chicago as you normally would.

Weekly flight availability from Pennsylvania to Chicago

Explore weekly flight availability from Pennsylvania to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated November 20, 2024.

The most flights from USPA to CHI are scheduled on a Wednesday (43 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (10 on average).

Rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.

Temperature in Chicago by month

Plan your trip to Chicago by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated November 20, 2024.
To help decide which airline to fly from Pennsylvania to Chicago, see what other customers have to say about Spirit Airlines, American Airlines and Frontier. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
5,014 reviews

Entertainment

7.7

Comfort

8.1

Food

7.2

Overall

8.1

Crew

8.7

Boarding

8.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Southwest
8.1
Very good
5,014 reviews
Southwest
8.1
Very good
5,014 reviews

Entertainment

7.7

Comfort

8.1

Food

7.2

Overall

8.1

Crew

8.7

Boarding

8.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Delta
8.0
Very good
8,756 reviews
Southwest
8.1
Very good
5,014 reviews

Entertainment

7.7

Comfort

8.1

Food

7.2

Overall

8.1

Crew

8.7

Boarding

8.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Alaska Airlines
8.0
Very good
9,461 reviews
Southwest
8.1
Very good
5,014 reviews

Entertainment

7.7

Comfort

8.1

Food

7.2

Overall

8.1

Crew

8.7

Boarding

8.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Porter Airlines
7.8
Good
288 reviews
Southwest
8.1
Very good
5,014 reviews

Entertainment

7.7

Comfort

8.1

Food

7.2

Overall

8.1

Crew

8.7

Boarding

8.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Air Transat
7.8
Good
389 reviews
Southwest
8.1
Very good
5,014 reviews

Entertainment

7.7

Comfort

8.1

Food

7.2

Overall

8.1

Crew

8.7

Boarding

8.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Related info for your journey

Find useful and relevant information for your journey from Pennsylvania to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What are the cheapest airlines to fly from Pennsylvania to Chicago one-way?

    $43 is the cheapest one-way deal found within the past few days, from Frontier. You may also be able to find cheap deals on Spirit Airlines and American Airlines, with prices starting from $53 and $69, respectively.

  • What are the most popular routes from Pennsylvania to Chicago?

    When deciding which route to take from Pennsylvania to Chicago consider New York John F Kennedy Intl - Chicago O'Hare Intl, New York LaGuardia - Chicago O'Hare Intl or Newark - Chicago O'Hare Intl as they are the most popular.

  • What are the most reliable airlines from Pennsylvania to Chicago?

    No one likes to see their flight delayed. When booking a flight from Pennsylvania to Chicago consider choosing Copa Airlines (100%), Republic Airways (100%) or Japan Airlines (99%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from Pennsylvania to Chicago?

    On average you can expect to pay $714 for a flight from Pennsylvania to Chicago. The cheapest flight overall is $44 while the most popular route, (New York John F Kennedy Intl - Chicago O'Hare Intl) is currently priced at $128.

  • Can I find deals for flights from Pennsylvania to Chicago that include hotel bookings?

    Yes. In addition to deals on Pennsylvania to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Pennsylvania to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Pennsylvania to Chicago.

  • Can I find deals for business class flights from Pennsylvania to Chicago?

    Yes. Cheapflights offers flight deals from Pennsylvania to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Pennsylvania to Chicago?

    Currently, September is the cheapest month in which you can book a flight from Pennsylvania to Chicago (average of $232). Flying from Pennsylvania to Chicago in June is currently the most expensive (average of $308). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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Alternative routes for Pennsylvania to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
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LaGuardia to St. Louis flights

Top 5 airlines flying from Pennsylvania to Chicago

Discover the top 5 airlines that operate flights from Pennsylvania to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,629,791 searches. Data last updated November 20, 2024.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$48Average$121FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$118Average$324FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$136Average$346FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$148Average$265FlexibilityNo cancel feeOn-time63%
DeltaCheapest$155Average$352FlexibilityNo cancel feeOn-timeN/A
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